Composition for the dyeing of human hair

ABSTRACT

Hair dyeing composition on the basis of an oxidation dyestuff precursor reacting with peroxide, comprising at least one developing and/or coupling substance selected from the group  
     a) 3-chloro-p-aminophenol and  
     b) 2-methyl-4-methoxy-5-aminophenol, 2-methyl-4-methoxy-5-hydroxyethyl aminophenol and/or 2-methoxy-5-aminophenol, and  
     c) Para-phenylenediamine, para-toluylenediamine, 2,6-dimethyl-para-phenylene diamine, 2-hydroxymethyl-para-phenylenediamine, 2-hydroxyethyl-para-phenylenediamine, 2-n-propyl-para-phenylenediamine, 2-isopropyl-para-phenylenediamine, N-(β-hydroxy-propyl)-para-phenylenediamine, N,N-bis(β-hydroxyethyl)-para-phenylenediamine, N-methoxyethyl-para-phenylenediamine and/or 5-chloro-2-hydroxyethyl-para-phenylenediamine or the water-soluble salts thereof

[0001] The present invention concerns a composition for the dyeing ofhuman hair on the basis of an oxidation dyestuff precursor systemreacting with peroxide which provides long-lasting, intensive colorseither used as such, or which can be used to obtain further shades incombination with additional developing and/or coupling agents and whichdoes not damage the hair even upon repeated application within shortintervals.

[0002] The developing substances still most frequently used in hairdyeing compositions are 1,4-diaminobenzene (p-phenylenediamine) and1-methyl-2,5-diaminobenzene (p-toluylenediamine). Although incorporationof these substances largely fulfills the user's color wishes, there arestill shades that cannot be completely achieved by the use thereof.

[0003] Proposals have also been made to close this gap by the use ofalternative developing substances. To a limited degree this is possiblewith the use of tetraaminopyrimidine or 2-(2,5-diaminophenyl)ethanol(see EP-B 400 330); however, it is then necessary to accept reducedcolor intensity in other shades.

[0004] A further satisfactory solution of this problem is disclosed inEP-A 615 743, with the use of 2-(2′-hydroxyethyl amino)-5-aminotolueneor the water-soluble salts thereof, and 3,4-diamino-5-hydroxypyrazole asa component of oxidation hair dye compositions.

[0005] However, to the present it has not been possible to achievestrong colorations in the range of red by this means.

[0006] The invention starts from the task of counteracting thisdeficiency and providing an oxidation dyestuff composition whichachieves intensive, glossy colorations, especially in the range of redand which leaves the hair without damage even upon repeated applicationwithin short periods of time.

[0007] This task is solved when such a hair dyeing composition comprisesan oxidation dyestuff system reacting with peroxide which is selectedfrom a) 3-chloro-p-aminophenol and b) 2-methyl-4-methoxy-5-aminophenol,2-methyl-4-methoxy-5-hydroxyethyl aminophenol and/or2-methoxy-5-aminophenol, and c) para-phenylenediamine,para-toluylenediamine, 2,6-dimethyl-para-phenylenediamine,2-hydroxymethyl-para-phenylenediamine,2-hydroxyethyl-para-phenylenediamine, 2-n-propyl-para-phenylenediamine,2-isopropyl-para-phenylenediamine,N-(β-hydroxypropyl)-para-phenylenediamine,N,N-bis(β-hydroxyethyl)-para-phenylenediamine, N-methoxyethyl-para-phenylenediamine and/or5-chloro-2-hydroxyethyl-para-phenylenediamine or the water-soluble saltsthereof.

[0008] After oxidation with peroxide, use of these compositions on thebasis of a customary carrier provides very expressive, intensive,long-lasting hair colorations, especially in the range of red, which canbe varied to achieve further shades by addition of the respectivefurther developing and coupling substances.

[0009] In addition to the named developing and coupling substances it isalso possible to incorporate further substances of this type.

[0010] Further suitable coupling substances are, for example,1-methoxy-2-amino-4-(β-hydroxyethyl amino)benzene,2-amino-3-hydroxypyridine, 3-amino-2-methylamino-6-methoxypyridine,resorcinol, 2-methyl resorcinol, 4-chlororesorcinol,2-amino-4-chlorophenol, 1,3-diaminobenzene, 1,6-dihydroxynaphthaline,1,7-dihydroxynaphthaline, 2-aminophenol and/or 3-aminophenol.

[0011] The total concentration of the developing substances iscustomarily from 0.05% to 5%, preferably 0.1% to 4%, in particular 0.25%to 0.5% and 2.5% to 3% by weight, calculated to the total hair dyeingcomposition (excluding the oxidation agent), whereby these figures arealways related to the proportion of free base. The preferred weightproportion of the developing substances to the additional developing andcoupling substances ranges between about 1:8 to 8:1, preferably about1:5 to 5:1, in particular 1:2 to 2:1.

[0012] In the hair dyeing compositions according to the invention, thecoupling substance(s) as reaction partners of the developingsubstance(s) are present in approximately the same molecular proportionsas the developing substances, i.e. in amounts from 0.05% to 5.0%,preferably 0.1% to 4%, in particular 0.5% to 3% by weight, calculated tothe total composition (excluding the oxidizing agent), whereby thesefigures are always related to the proportion of free base.

[0013] If desired, the compositions according to the invention can alsocontain so-called shading agents for precise adjustment of the desiredshade, in particular direct-acting dyestuffs.

[0014] Such shading agents are, for example, nitro dyestuffs such as2-amino-4,6-dinitrophenol, 2-amino-4-nitrophenol,2-amino-6-chloro-4-nitrophenol, etc., preferably in amounts from 0.05%to 2.5%, in particular 0.1% to 1% by weight of the dyestuff composition(excluding the oxidizing agent).

[0015] The hair dyeing compositions according to the invention cancomprise the basic substances and additives customarily found in suchcompositions, conditioning agents, etc., known as state of the art anddescribed, for example, in the monography of K. Schrader, “Grundlagenund Rezepturen der Kosmetika”, 2nd Ed. (Hüthig Buch Verlag, Heidelberg,1989), pp. 782 to 815. They can be prepared as solutions, creams, gelsor also in the form of aerosol products; suitable carrier materialcompositions are known as state of the art.

[0016] For application, the oxidation dyestuff precursor is mixed withan oxidizing agent. The preferred oxidizing agent is hydrogen peroxide,for example in a concentration of 2% to 6% by weight.

[0017] However, the use of other peroxides such as urea peroxide andmelamine peroxide is also possible.

[0018] The pH-value of the ready-to-use hair dyeing composition, i.e.after mixing with peroxide, can be in a slightly acidic range, i.e. from5.5 to 6.9, as well as in the neutral or alkaline range, i.e. between pH7.1 and 10.

[0019] In the following, various Examples are used to illustrate theinvention. Carrier Stearyl alcohol 8.0 (% by wt.) Coco fatty acidmonoethanolamide 4.5 1,2-Propanediol mono/distearate 1.3 Coco fattyalcohol polyglycol ether 4.0 Sodium lauryl sulfate 1.0 Oleic acid 2.01,2-Propanediol 1.5 Na-EDTA 0.5 Sodium sulfite 1.0 Protein hydrolyzate0.5 Ascorbic acid 0.2 Perfume 0.4 Ammonia, 25% 1.0 Ammonium chloride 0.5Panthenol 0.8 Water ad 100.00

[0020] The oxidation dyestuff combinations according to the inventionwere incorporated into this carrier, whereby the water content wasreduced accordingly.

[0021] The colorations were carried out on wool patches and strands ofbleached human hair by application of a 1:1 mixture of a dyestuffprecursor and a 6% hydrogen peroxide solution (pH-value of the mixture:9.8) with twenty minutes processing at room temperature, subsequentrinsing and drying.

[0022] The following colorations were achieved:

EXAMPLE 1

[0023] 0.60 (% by wt.) 3-Chloro-p-aminophenol HCl 1.052-Methyl-4-methoxy-5-hydroxyethyl aminophenol 0.35 p-PhenylenediamineColoration: Strong copper-red.

EXAMPLE 2

[0024] 0.60 (% by wt.) 3-Chloro-p-aminophenol HCl 0.902-Methyl-4-methoxy-5-hydroxyethyl aminophenol 0.75 p-Toluylenediaminesulfate Coloration: Strong red-violet.

EXAMPLE 3

[0025] 0.60 (% by wt.) 3-Chloro-p-aminophenol HCl 0.902-Methyl-4-methoxy-5- hydroxyethyl aminophenol 0.75 p-Toluylenediaminesulfate Coloration: Strong mahogany-red.

EXAMPLE 4

[0026] 0.23 (% by wt.) 3-Chloro-p-aminophenol HCl 0.402-Methyl-4-methoxy-5-aminophenol 0.18 1-β-Hydroxyethyl-2,5-diaminobenzene sulfate Coloration: Brilliant red-orange.

EXAMPLE 5

[0027] 0.40 (% by wt.) 3-Chloro-p-aminophenol HCl 0.562-Methoxy-5-aminophenol 0.36 1-β-Hydroxyethyl-2,5-diaminobenzene sulfateColoration: Brilliant carmine red.

EXAMPLE 6

[0028] 0.40 (% by wt.) 3-Chloro-p-aminophenol HCl 0.562-Methyl-4-methoxy-5-hydroxyethyl aminophenol 0.321-Amino-4-bis(β-hydroxyethyl)amino benzene sulfate Coloration: Stronggray-magenta.

1. Hair dyeing composition on the basis of an oxidation dyestuffprecursor reacting with peroxide, comprising at least one developingand/or coupling substance selected from the group a)3-chloro-p-aminophenol and b) 2-methyl-4-methoxy-5-aminophenol,2-methyl-4-methoxy-5-hydroxyethyl aminophenol and/or2-methoxy-5-aminophenol, and c) para-phenylenediamine,para-toluylenediamine, 2,6-dimethyl-para-phenylenediamine,2-hydroxymethyl-para-phenylenediamine,2-hydroxyethyl-para-phenylenediamine, 2-n-propyl-para-phenylenediamine,2-isopropyl-para-phenylenediamine,N-(β-hydroxypropyl)-para-phenylenediamine,N,N-bis(β-hydroxyethyl)-para-phenylenediamine,N-methoxyethyl-para-phenylenediamine and/or5-chloro-2-hydroxyethyl-para-phenylenediamine or the water-soluble saltsthereof.
 2. Hair dyeing composition according to claim 1, characterizedin that it comprises in addition 2-methyl-5-aminophenol and/or2-methyl-5-hydroyxyethyl aminophenol and/or 2-methyl-5-γ-hydroxypropylaminophenol and/or 2-methyl-5-methyl aminophenol and/or 2-methyl-5-ethylaminophenol.